Four Gregorys, Dave, Ned, Syd and Jack, played for Australia and four others played for NSW. Dave was Australia's first captain, Ned was the SCG's first groundsman and Syd, his son, was born at the SCG close to this spot in 1870. Syd's sister Nellie pioneered women's cricket.

David William Gregory (15 April 1845 – 4 August 1919) was an Australian cricketer of the 19th century. A right-handed batsman, Gregory was the first Australian national cricket captain, leading the side for the first three recognised Test matches between England and Australia in March and April 1877 and January 1879. Gregory was also the captain of the New South Wales team, notably during the Sydney Riot of 1879 when he rebelled against an unpopular decision by Victorian umpire George Coulthard during a game against the touring English team.

Gregory was part of a large cricketing family: his father, Edward William Gregory, was a "capable cricketer" with eight sons, five of whom played for New South Wales in international or intercolonial matches between 1861 and 84; in all, twenty of Edward William Gregory's descendants represented New South Wales in cricket and other sports.